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Communication | Regular issue | Vol 55, No. 1, 2001, pp.37-43
Published online, 1st January, 1970
DOI: 10.3987/COM-00-9098
■ Synthesis of Chiral Azacrown Ethers Derived from α-D-Glucose and Their Catalytic Properties on the Asymmetric Michael Addition

Toshiyuki Itoh* and Shohei Shirakami

*Department of Chemistry, Faculty of Education, Okayama University, 1-1-1 Tsushima-naka, Okayama 700-8530, Japan

Abstract

Three types of chiral azacrown ethers have been synthesized from (+)-(4,6-O-benzylidene)-O-methyl-α-D-glucopyranoside and their catalytic properties for the asymmetric Michael addition have been investigated; enantioselectivity switching which is dependent on the azacrown ether catalysts has been achieved.